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Est. Mortgage: $/month

Federal 30-year interest rate: 6.52% last updated on 2026-06-11

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116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343116 Teacher Road Jamaica VT 05343
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  • $570,000List Price
  • 4Bedrooms
  • 3Bathrooms
  • 2,359Square Feet
Set on 14.4 acres bordering the beautiful Green Mountain National Forest, this lovingly maintained 4-bedroom, 2.5-bath Vermont retreat offers the perfect combination of privacy, comfort, and year-round recreation. Currently operating as a successful Airbnb with repeat renters, the property is being offered fully equipped as a turn-key vacation rental opportunity or exceptional full-time residence. Conveniently located just 20 minutes from Stratton Mountain and Mount Snow. The south-facing home features bright, open living and dining spaces with large picture windows showcasing beautiful views in every direction. A fieldstone hearth with wood stove creates a warm and inviting atmosphere for entertaining, while the kitchen offers abundant storage. The main level includes three bedrooms, a ¾ bath, and a sun-filled mudroom/sunroom with wall-to-wall windows and its own propane stove. Upstairs, the spacious primary suite or bunk room retreat includes a full bath, cedar walk-in closet, and mountain views. The basement with half bath, and attached 2-car garage provide excellent storage, workshop, recreation, or future living space potential. Outside, enjoy expansive lawns, meadows, a screened gazebo, private trails, mature forest, stone walls from an old homestead, and a year-round creek. Endless hiking, snowmobiling, ATV riding, and outdoor adventure await right from the property. Energy-efficient upgrades include owned REC solar panels, owned Tesla backup batteries, Daikin heat pumps and mini splits, rebuilt chimney, generator-ready setup, multiple heating options, and high-speed Starlink internet with mesh coverage. Tucked at the end of a town-maintained dead-end road, this is a rare opportunity to own a true Vermont escape.
Listed by Carrie Mathews of Winhall Real Estate

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More Info

Parking

  • Parking Spaces2.00
  • GarageYes

Building

  • Year Built1971
  • Building ConstructionWood Frame
  • Property StyleCape
  • Bedrooms4
  • Bathroom3
  • Square Feet2,359

Utilities

  • Heat SystemPropane, Oil, Solar, Heat Pump, Hot Air, Wood Stove

Other

  • SeasonalNo
  • Date Listed05/20/2026

Rooms

  • Full Bath1

Location

  • Building Number116
  • StreetTeacher Road
  • TownJamaica
  • StateVT
  • Zip05343
  • CountyWindham
  • Address116 Teacher Road

Interior

  • Stories3

Amenities

  • AmenitiesSmoke Detector, Wood Stove
  • PricePerSqFt241.63

Basic Information

  • MLS Number5089829
  • StatusACT
  • Property TypeSingle Family
  • List Price$570,000
  • Broker NameWinhall Real Estate

Property

  • Acreage14.40
  • Lot DescriptionCountry Setting, Landscaped, Secluded, Ski Area, Trail/Near Trail, Walking Trails
  • AreaVT-Windham
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Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated June 15, 2026 7:55 AM UTC

 

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